CN102911099B - Di-(hydrogen peroxide isopropyl) benzene preparation method - Google Patents
Di-(hydrogen peroxide isopropyl) benzene preparation method Download PDFInfo
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- CN102911099B CN102911099B CN201110221471.1A CN201110221471A CN102911099B CN 102911099 B CN102911099 B CN 102911099B CN 201110221471 A CN201110221471 A CN 201110221471A CN 102911099 B CN102911099 B CN 102911099B
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Abstract
The invention relates to a di-(hydrogen peroxide isopropyl) benzene preparation method which mainly solves the problems of high additive cost and low product yield in the prior art. The technical scheme for better solving the problems includes that diisopropylbenzene hydroperoxide and air are used as raw materials to react to generate the di-(hydrogen peroxide isopropyl) benzene, wherein the reaction temperature is 60-240 DEG C, the reaction pressure is 0.2-1.6MPa, the weight ratio of the diisopropylbenzene hydroperoxide to the air is (5-11):3, and the pH value for reaction is 1.0-3.0 or 10.0-13.8. The di-(hydrogen peroxide isopropyl) benzene preparation method can be used for industrial production of di-(hydrogen peroxide isopropyl) benzene.
Description
Technical field
The present invention relates to a kind of method of preparing two-(hydrogen peroxide sec.-propyl) benzene.
Background technology
The method (DHP) of two-(hydrogen peroxide sec.-propyl) benzene is to produce the intermediates of two-(tert-butyl peroxy sec.-propyl) benzene (BIPB).Document US5981805, JP2007217399 and JP2007039435 disclose take diisopropylbenzene(DIPB) as starting raw material, with atmospheric oxidation, obtain a di-isopropylbenzene hydroperoxide MHP, then with atmospheric oxidation, obtain two-(hydrogen peroxide sec.-propyl) benzene DHP, more further carry out series reaction and obtain two-(tert-butyl peroxy sec.-propyl) benzene BIPB products.
But, in above-mentioned document preparation two-during (hydrogen peroxide sec.-propyl) benzene DHP, add water-soluble iron containing compounds to improve oxidation rate.And in actual production process, owing to using water-soluble iron containing compounds additive, there is the problem that additive cost is high, product yield is low.
Summary of the invention
Technical problem to be solved by this invention is that prior art exists the problem that additive cost is high, product yield is low, provide a kind of new preparation two-method of (hydrogen peroxide sec.-propyl) benzene.It is low that the method has production cost, the feature that product yield is high.
For solving the problems of the technologies described above, the technical solution used in the present invention is as follows: a kind of method of preparing two-(hydrogen peroxide sec.-propyl) benzene, take a di-isopropylbenzene hydroperoxide and air as raw material, 60～240 ℃ of temperature of reaction, reaction pressure 0.2～1.6MPa, the weight ratio of one di-isopropylbenzene hydroperoxide and air is (5～11): 3, and reaction mass is that under 1.0～3.0 or 10.0～13.8 conditions, reaction obtains two-(hydrogen peroxide sec.-propyl) benzene in pH value.
In technique scheme, the present pH value of reaction mass, its preferable range is 1.1～2.8 or 10.5～13.4, more preferably scope is 1.2～2.5 or 10.8～12.9.Preferred version of the present invention makes reaction mass under described pH value condition for adding pH value conditioning agent, and described pH value conditioning agent preferred version is at least one being selected from hydrochloric acid, sulfuric acid, sodium hydroxide, potassium hydroxide or calcium hydroxide.Temperature of reaction preferable range is 80～200 ℃, and reaction pressure preferable range is 0.8～1.2MPa, and the weight ratio of a di-isopropylbenzene hydroperoxide and air is (6～10): 3.
In the inventive method, described reaction pressure all refers to gauge pressure.
In the inventive method, because raw material one di-isopropylbenzene hydroperoxide is the product of diisopropylbenzene(DIPB) and atmospheric oxidation, so wherein also contain a certain amount of diisopropylbenzene(DIPB), the content of diisopropylbenzene(DIPB) is 75～85% of diisopropylbenzene(DIPB) and a di-isopropylbenzene hydroperoxide gross weight.During enforcement, diisopropylbenzene(DIPB) and a di-isopropylbenzene hydroperoxide mixture are sent into oxidation reactor middle part, and pH adjusting agent is sent into oxidation reactor top, and air is sent into oxidation reactor bottom.One di-isopropylbenzene hydroperoxide carries out oxidizing reaction in oxidation reactor, generates two-(hydrogen peroxide sec.-propyl) benzo and extracts out from oxidation reactor bottom, and waste gas is discharged from oxidation reactor top, and waste water is discharged from oxidation reactor bottom.
The present invention replaces water-soluble iron containing compounds additive by add pH adjusting agent in reaction mass, controlling reaction mass is under 1.0～3.0 or 10.0～13.8 conditions in pH value, improved oxidizing reaction speed, reduce production costs 21.89%, improve product yield 25.25%, obtained good technique effect.
Below by embodiment, the present invention is further elaborated.
Embodiment
[embodiment 1]
With 5 % by weight hydrochloric acid, as pH value conditioning agent, regulating reaction mass pH value is 1.60, and in oxidation reactor, reaction pressure is 1.2MPa, and temperature of reaction is 200 ℃, and a di-isopropylbenzene hydroperoxide and air weight ratio are 7: 3.One di-isopropylbenzene hydroperoxide and air carry out oxidizing reaction and generate two-(hydrogen peroxide sec.-propyl) benzene DHP in oxidation reactor.
Product yield is 15.33 % by weight, and the pH value conditioning agent cost of interpolation is 43.9 yuan of/kilogram of DHP.
[embodiment 2]
With [embodiment 1], be pH value conditioning agent used be the sulfuric acid of 10 % by weight, adjusting reaction mass pH value is 1.40.
Product yield is 15.75 % by weight, and the pH value conditioning agent cost of interpolation is 45.1 yuan of/kilogram of DHP.
[embodiment 3]
With [embodiment 1], be pH value conditioning agent used be the NaOH of 10 % by weight, adjusting reaction mass pH value is 11.68.
Product yield is 14.92 % by weight, and the pH value conditioning agent cost of interpolation is 42.7 yuan of/kilogram of DHP.
[embodiment 4]
With [embodiment 1], just reaction pressure is 0.9MPa, and temperature of reaction is 180 ℃.
Product yield is 14.78 % by weight, and the pH value conditioning agent cost of interpolation is 44.6 yuan of/kilogram of DHP.
[comparative example 1]
One di-isopropylbenzene hydroperoxide and air carry out oxidizing reaction and generate two-(hydrogen peroxide sec.-propyl) benzene in oxidation reactor, use water-soluble iron containing compounds additive iron trichloride FeCl
3.Reaction conditions is: reaction pressure 1.2MPa, and 200 ℃ of temperature of reaction, a di-isopropylbenzene hydroperoxide and air weight ratio are that the amount ratio of 3.50, one di-isopropylbenzene hydroperoxides and water-soluble iron containing compounds additive is 9.2, the pH value of reaction mass is 7.
Product yield is 12.24 % by weight, and the water-soluble iron containing compounds additive cost of interpolation is 56.2 yuan of/kilogram of DHP.
Claims (5)
1. a method of preparing two-(hydrogen peroxide sec.-propyl) benzene, take a di-isopropylbenzene hydroperoxide and air as raw material, 60～240 ℃ of temperature of reaction, reaction pressure 0.2～1.6MPa, the weight ratio of one di-isopropylbenzene hydroperoxide and air is (5～11): 3, and reaction mass is that under 1.0～3.0 conditions, reaction obtains two-(hydrogen peroxide sec.-propyl) benzene in pH value.
2. prepare according to claim 1 the method for two-(hydrogen peroxide sec.-propyl) benzene, it is characterized in that reaction mass is under 1.1～2.8 conditions in pH value.
3. prepare according to claim 2 the method for two-(hydrogen peroxide sec.-propyl) benzene, it is characterized in that reaction mass is under 1.2～2.5 conditions in pH value.
4. prepare according to claim 1 the method for two-(hydrogen peroxide sec.-propyl) benzene, it is characterized in that adding pH value conditioning agent and make reaction mass under described pH value condition, described pH value conditioning agent is selected from least one in hydrochloric acid or sulfuric acid.
5. prepare according to claim 1 the method for two-(hydrogen peroxide sec.-propyl) benzene, it is characterized in that temperature of reaction is 80～200 ℃, reaction pressure is 0.8～1.2MPa, and the weight ratio of a di-isopropylbenzene hydroperoxide and air is (6～10): 3.
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| CN201110221471.1A CN102911099B (en) | 2011-08-04 | 2011-08-04 | Di-(hydrogen peroxide isopropyl) benzene preparation method |
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| CN201110221471.1A CN102911099B (en) | 2011-08-04 | 2011-08-04 | Di-(hydrogen peroxide isopropyl) benzene preparation method |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3953521A (en) * | 1972-08-23 | 1976-04-27 | Sumitomo Chemical Company, Limited | Process for the continuous production of dihydroperoxides |
| US3978138A (en) * | 1973-10-29 | 1976-08-31 | Toyo Soda Manufacturing Co., Ltd. | Process for preparing p-diisopropyl-benzenedihydroperoxide |
| US4237319A (en) * | 1977-10-31 | 1980-12-02 | Mitsui Petrochemical Industries Ltd. | Process for liquid-phase oxidation of m-diisopropylbenzene |
| CN101003505A (en) * | 2006-01-18 | 2007-07-25 | 住友化学株式会社 | Process for producing alkyl aromatic hydroperoxide |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH0694457B2 (en) * | 1985-02-07 | 1994-11-24 | 三井石油化学工業株式会社 | Method for oxidizing P-diisopropylbenzene |
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2011
- 2011-08-04 CN CN201110221471.1A patent/CN102911099B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3953521A (en) * | 1972-08-23 | 1976-04-27 | Sumitomo Chemical Company, Limited | Process for the continuous production of dihydroperoxides |
| US3978138A (en) * | 1973-10-29 | 1976-08-31 | Toyo Soda Manufacturing Co., Ltd. | Process for preparing p-diisopropyl-benzenedihydroperoxide |
| US4237319A (en) * | 1977-10-31 | 1980-12-02 | Mitsui Petrochemical Industries Ltd. | Process for liquid-phase oxidation of m-diisopropylbenzene |
| CN101003505A (en) * | 2006-01-18 | 2007-07-25 | 住友化学株式会社 | Process for producing alkyl aromatic hydroperoxide |
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